Synthetic method of Falcarinol

• Main Author: WANG BO
• Format: Patent
• Language: Chinese; English
• Published: 11.01.2012
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMISTRY; CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION ORPROCESSING OF GOODS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; METALLURGY; ORGANIC CHEMISTRY; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS; TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINSTCLIMATE CHANGE

The invention relates to a stereoselective total synthetic method of natural poly alkynol Falcarinol, comprising the following steps: using acrolein as initial raw material, carrying out asymmetric addition reaction on alkynyl zinc and acrolein, then carrying out bromination to synthesize an intermediate 5-bromine-1-pentene-4-alkyne-3-alcohol, and carrying out Cadiot-Chodkiewcz alkyne-alkyne coupling reaction on the intermediate and cis-4-decene-1-alkyne to synthesize objective products, (3R)- Falcarinol and (3S)- Falcarinol. The invention has the advantages of easily obtained raw materials, short synthesis route, mild reaction condition, high reaction yield and the like.